Azo compounds which contain a 1-sulfo-6-carboxy-2-aminonaphthale

Organic compounds -- part of the class 532-570 series – Organic compounds – Azo

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Details

534617, 534632, 534635, 534636, 534637, 534642, C09B 62507, D06P 138

Patent

active

053108868

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to the field of fiber-reactive azo dyes.
Fiber-reactive azo dyes having 2-aminonaphthalenedisulfonic acids as diazo component are known in large numbers, for example from Japanese Patent Application Publications Sho-59-133 216, Sho-60-23 453 and Sho-62-220 538 and from European Patent Application Publications Nos 0 I28 034 and 0 239 847. The ever higher standards expected of the quality, the economics and the brilliance of dyeings have made it necessary to develop new azo dyes which possess improved properties in these respects and are simple to use
The present invention, then, provides novel azo compounds which conform to the formula (1) ##STR5## where M is hydrogen or a salt-forming metal atom, in particular an alkali metal atom, such as sodium, potassium or lithium, ##STR6## where M is as defined above, ##STR7## where R.sup.o is hydrogen or alkyl of 1 to 4 carbon atoms, such as methyl or ethyl, or is alkyl of 1 to 4 carbon atoms, such as ethyl, which is substituted by sulfo, carboxyl, sulfato, phosphato, hydroxyl, methoxy, ethoxy, phenyl, monosulfophenyl or disulfophenyl, the preferred meaning being hydrogen, substituted or unsubstituted anilino radical which may contain a fiber-reactive group, such as, for example, a phenylamino radical which may be substituted by a fiber-reactive group of the formula -SO.sub.2 -Y, where Y is as defined hereinafter, and/or substituted by 1 or 2 substituents selected from the group consisting of methyl, ethyl, methoxy, ethoxy, chlorine and sulfo, and ##STR8## be substituted by 1 or 2 substituents selected from the group consisting of methyl, ethyl, methoxy, ethoxy, chlorine, sulfo and carboxyl, particular methyl, alkoxy of 1 to 4 carbon atoms, such as ethoxy or in particular methoxy, fluorine, bromine, chlorine, sulfo, carboxyl, carbalkoxy of 2 to 5 carbon atoms, such as carbomethoxy and carboethoxy, trifluoromethyl, carbamoyl or N-(C.sub.1 -C.sub.4 -alkyl)carbamoyl, preferably hydrogen, methoxy or methyl if B is a benzene ring, or is hydrogen or sulfo if B is a naphthalene ring, particular methyl, alkoxy of 1 to 4 carbon atoms, such as ethoxy or in particular methoxy, chlorine, nitro or sulfo, preferably hydrogen, methoxy, ethoxy, methyl or sulfo if B is a benzene ring, or is hydrogen or sulfo if B is a naphthalene radical, substituent which is eliminable under alkaline conditions to leave a vinyl group, the Y in the subformula G being identical to or different from the Y in the group bonded to B, ##STR9## where M is as defined above, particular methyl, and the -SO.sub.3 M group is preferably bonded to the benzene nucleus in the ortho-position relative to the free bond attached to the azo group, ##STR10## where R is hydrogen, alkyl of 1 to 4 carbon atoms, such as methyl, cyano, carboxyl, carbalkoxy of 2 to 5 carbon atoms, such as carbomethoxy or carboethoxy, carbamoyl or phenyl, preferably methyl, carboxyl, carbomethoxy or carboethoxy, particular methyl, alkoxy of 1 to 4 carbon atoms, such as ethoxy or in particular methoxy, fluorine, bromine, chlorine, sulfo, carboxyl, carbalkoxy of 2 to 5 carbon atoms, such as carbomethoxy or carboethoxy, trifluoromethyl, carbamoyl or N-(C.sub.1 -C.sub.4 -alkyl)-carbamoyl, preferably hydrogen, methoxy or methyl, if Q is a benzene ring, or is hydrogen or sulfo if Q is a naphthalene ring, `R.sup.3 is hydrogen, alkyl of 1 to 4 carbon atoms, such as ethyl or in particular methyl, alkoxy of 1 to 4 carbon atoms, such as ethoxy or in particular methoxy, chlorine or sulfo, preferably hydrogen, methoxy, ethoxy or methyl, if Q is a benzene radical, or is hydrogen or sulfo if Q is a naphthalene radical, particular methyl, alkoxy of 1 to 4 carbon atoms, such as ethoxy or in particular methoxy, bromine, chlorine, trifluoromethyl, sulfo, carboxyl or cyano, preferably hydrogen, methyl or sulfo, particular methyl, alkoxy of 1 to 4 carbon atoms, such as ethoxy or in particular methoxy, chlorine, amino, alkylamino of 1 to 4 carbon atoms, such as ethylamino, alkanoylamino of 2 to 5 carbon atoms, such as acetylamino or prop

REFERENCES:
patent: 4341699 (1982-07-01), Tezuka et al.
patent: 4378313 (1983-03-01), Kayane et al.
patent: 4845203 (1989-07-01), Dietz et al.

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